2,2,3,3,3-Pentafluoropropylamine → 2-Fluoro-N-[(S)-5-(2-hydroxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-methyl-N'-(2,2,3,3,3-pentafluoro-propyl)-malonamide

HRID 31012Notes

Reaction equation

HRID 31012 reaction equation
C([O:8][CH2:9][CH2:10][N:11]1[C:17](=[O:18])[C@@H:16]([NH:19][C:20](=[O:35])[C:21]([F:34])([CH3:33])[C:22]([NH:24][CH2:25][C:26]([F:32])([F:31])[C:27]([F:30])([F:29])[F:28])=[O:23])[C:15]2[CH:36]=[CH:37][CH:38]=[CH:39][C:14]=2[C:13]2[CH:40]=[CH:41][CH:42]=[CH:43][C:12]1=2)C1C=CC=CC=1.FC(F)(C(F)(F)F)CN>>[F:34][C:21]([CH3:33])([C:22]([NH:24][CH2:25][C:26]([F:31])([F:32])[C:27]([F:30])([F:29])[F:28])=[O:23])[C:20]([NH:19][C@@H:16]1[C:17](=[O:18])[N:11]([CH2:10][CH2:9][OH:8])[C:12]2[CH:43]=[CH:42][CH:41]=[CH:40][C:13]=2[C:14]2[CH:39]=[CH:38][CH:37]=[CH:36][C:15]1=2)=[O:35]

Participants

3

Reactant 2

HCID 790022,2,3,3,3-PentafluoropropylamineHCID 58972480N-[(S)-5-(2-Benzyloxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-fluoro-2-methyl-N'-(2,2,3,3,3-pentafluoro-propyl)-malonamide

Product 1

HCID 248767832-Fluoro-N-[(S)-5-(2-hydroxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-methyl-N'-(2,2,3,3,3-pentafluoro-propyl)-malonamide

Procedure

Using N—[(S)-5-(2-benzyloxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-fluoro-2-methyl-N′-(2,2,3,3,3-pentafluoro-propyl)-malonamide and 2,2,3,3,3-pentafluoropropylamine, the title compound was prepared in the same manner as described for example 3. White solid (94%). MS: m/e=518(M+H+).

Sources & evidence

ORD record
ord-c5030e3742b044e8bfe267bc8578a83d
Source dataset
uspto-grants-2008_09
Patent number
US07425551B2

Reaction notes

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